| Date | Grid | Clue | Author |
| Sun Jan 28, 2024 | 54A | "Yeshiva boy" played by Barbra Streisand | Nathan Hasegawa |
| Mon Aug 14, 2023 | 9D | 1983 title role for Barbra Streisand (2) | Simon Marotte and Trenton Lee Stewart |
| Wed Mar 14, 2018 | 11D | Cross-dressing role for Streisand (2) | Jeff Chen |
| Mon Mar 20, 2017 | 4D | 1983 film in which Barbra Streisand dresses as a man | Neil deGrasse Tyson and Andrea Carla Michaels |
| Wed Jul 20, 2016 | 63A | Gender-bending Streisand title role | Gordon Johnson |
| Wed Jan 20, 2016 | 21A | Cross-dressing Streisand character | Herre Schouwerwou |
| Wed Sep 17, 2014 | 56D | Gender-bending role for Barbra Streisand | Zhouqin Burnikel and Don Gagliardo |
| Wed Dec 11, 2013 | 69A | Cross-dressing role for Streisand (2) | Steve Savoy |
| Thu Mar 14, 2013 | 7D | 1983 title role for Barbra Streisand (2) | Mike Buckley |
| Tue Dec 20, 2011 | 24A | 1983 Barbra Streisand musical drama | Julian Lim |
| Sun Jan 9, 2011 | 33D | Musical featuring "The Way He Makes Me Feel" | Patrick Berry |
| Wed Sep 8, 2010 | 24D | 1983 Streisand title role | Tracy Gray |
| Sun Feb 1, 2009 | 145A | 1983 Streisand role (4) | Victor Fleming and Matt Ginsberg |
| Wed Jan 14, 2009 | 46D | Isaac Bashevis Singer story "___ the Yeshiva Boy" | Oliver Hill |
| Tue Sep 9, 2008 | 34D | Barbra Streisand title role | Patrick John Duggan |
| Sun Aug 31, 2008 | 74A | Title role for Streisand (2) | Alan Arbesfeld |
| Mon May 5, 2008 | 36A | 1983 Barbra Streisand title role | Stella Daily and Bruce Venzke |
| Sat May 3, 2008 | 28A | Film with the Oscar-nominated song "Papa, Can You Hear Me?" | Patrick Berry |
| Mon Apr 14, 2008 | 27A | Streisand film about a Jewish girl masquerading as a boy | Christina Houlihan Kelly |
| Wed Feb 6, 2008 | 21D | Streisand title role (3) | Larry Shearer |
| Sun Apr 15, 2007 | 122A | Story subtitled "The Yeshiva Boy" (2) | Brendan Emmett Quigley |
| Tue Jan 16, 2007 | 8D | Gender-bending Streisand film | Dave Mackey |
| Sat Jun 11, 2005 | 44D | Title cross-dresser of film | Patrick Merrell |
| Sun Mar 6, 2005 | 55D | Movie with the Oscar-nominated song "Papa, Can You Hear Me?" | John Greenman |
| Thu Oct 14, 2004 | 20D | 1983 Streisand role (4) | Mike Sikowitz |
| Wed Jan 14, 2004 | 69A | Title role for Streisand (2) | Fred Piscop |
| Sat Jan 5, 2002 | 8D | Film with the song "Papa, Can You Hear Me?" | Rich Norris |
| Tue Nov 7, 2000 | 60A | 1983 Streisand role (4) | David Levinson Wilk |
| Thu Jul 9, 1998 | 65A | Streisand vehicle | Norman S. Wizer |
| Fri Feb 28, 1997 | 44D | Streisand's directorial debut | Bob Klahn |
| Sun Jan 26, 1997 | 114A | Story subtitled "The Yeshiva Boy" (2) | S. Elliott |
| Sun Sep 15, 1996 | 24D | Movie based on an Isaac Bashevis Singer story | A. K. Justin |
| Mon Jul 15, 1996 | 48A | Streisand title role (3) | S. Spadaccini |
| Sun Jan 28, 1996 | 28D | Streisand film | M. W. Perry |
| Fri May 20, 1994 | 52D | Streisand title role (3) | Manny Nosowsky |
| Mon Apr 11, 1994 | 46A | 1983 Streisand role (4) | Martin Schneider |